Summertime finally washed over the Kempt region this week, presenting two big dilemmas: how to look like you put some effort into your sweat-smothered outfit, and how to blend into a small, (presumably) cool island off the coast of New England.

This in mind, we turned to the oracle of all things effortless, Bill Murray, for answers—specifically, his quirk-meets-casual style in Wes Anderson’s Moonrise Kingdom.

Maybe it was a recent karaoke outing, maybe it was ScarJo’s recent reclamation of Esquire’s Sexiest Woman Alive title, maybe it’s just the overwhelming sense of alienation that comes with aging and growing and letting time pass (anyone?), but I recently had an incurable itch to rewatch Lost in Translation. And that’s when it hit me:

Holy shit. It’s been almost exactly 10 years since Lost in Translation came out.

The prospect of celebrating summer’s inaugural weekend might have you toying with the idea of spending the entire three days in a pair of shorts (especially if you plan on being poolside the whole time).

But going pantsless is a deceptively tricky move—wrought with pitfalls and misconceptions.

More often than not, they’re considered a necessary evil. Tom Ford famously said that a man should never wear them. Inevitably, someone will rib you with that moldy chestnut about never taking a man in shorts seriously. But in the right hands—er, on the right gams—they can be serviceable, arguably even stylish. It’s been done before, to varying degrees of success.

So, as menswear anthropologists, in our quest to find out how we got into this pantsless existential crisis, we present to you:

And now we’d like to celebrate our favorite baseball tradition of them all: throwing out the first pitch. Naturally, over the years, more than a few style icons—from JFK to Eddie Vedder—have taken the mound for the inaugural heave, and we’ve rounded up some of the most stylish non-belly-itchers of all time. So, without further ado: